beta-D-Galactopyranoside, (1beta,3beta,25S)-3-hydroxyspirost-5-en-1-yl 2-O-(2-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)-6-deoxy-

Details

• Internal ID: 0874fd32-ce7a-435e-a9b8-5010d337cc90
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)C)O)O)OC8C(C(C(C(O8)C)O)O)OC(=O)C)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)OC(=O)C)C)C)C)OC1
• InChI: InChI=1S/C41H64O13/c1-18-10-13-41(48-17-18)19(2)30-28(54-41)16-27-25-9-8-23-14-24(43)15-29(40(23,7)26(25)11-12-39(27,30)6)52-37-36(34(47)32(45)20(3)49-37)53-38-35(51-22(5)42)33(46)31(44)21(4)50-38/h8,18-21,24-38,43-47H,9-17H2,1-7H3/t18-,19-,20+,21-,24+,25+,26-,27-,28-,29+,30-,31-,32-,33+,34-,35+,36+,37-,38-,39-,40-,41+/m0/s1
• InChI Key: VSZDNXXXAMERPP-ZLNOXXBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₃
• Molecular Weight: 764.90 g/mol
• Exact Mass: 764.43469209 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 182284-69-1
• beta-D-Galactopyranoside, (1beta,3beta,25S)-3-hydroxyspirost-5-en-1-yl 2-O-(2-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)-6-deoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.8799	87.99%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8336	83.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8552	85.52%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	+	0.5596	55.96%
CYP3A4 substrate	+	0.7588	75.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9568	95.68%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8229	82.29%
CYP2C8 inhibition	+	0.7226	72.26%
CYP inhibitory promiscuity	-	0.9603	96.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4371	43.71%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9199	91.99%
Skin irritation	+	0.6045	60.45%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7184	71.84%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7054	70.54%
Acute Oral Toxicity (c)	I	0.4318	43.18%
Estrogen receptor binding	+	0.7740	77.40%
Androgen receptor binding	+	0.7177	71.77%
Thyroid receptor binding	-	0.5934	59.34%
Glucocorticoid receptor binding	+	0.6550	65.50%
Aromatase binding	+	0.6962	69.62%
PPAR gamma	+	0.7218	72.18%
Honey bee toxicity	-	0.5574	55.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9707	97.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.36%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	94.09%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.97%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.56%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	90.53%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	89.36%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	85.94%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.27%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.49%	91.19%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.28%	94.50%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.00%	94.00%
CHEMBL5028	O14672	ADAM10	82.02%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.66%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.13%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.76%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.19%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.10%	93.56%

Plants that contains it

• Liriope spicata

Cross-Links

• PubChem: 101998832
• LOTUS: LTS0172699
• wikiData: Q105292613